2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

Base Information

Chemical Name:2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione
CAS No.:189239-18-7
Molecular Formula:C₃₈H₃₂ClN₃O₄
Molecular Weight:630.143
Hs Code.:

Synonyms:2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

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Chemical Property of 2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

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Technology Process of 2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

There total 8 articles about 2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: 524-38-9
N-hydroxyphthalimide

: 189239-17-6
1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentan-1-ol

: 189239-18-7
2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 10h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

: 4377-41-7
2-Chloromethylquinoline

: 189239-18-7
2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / K₂CO₃ / dimethylformamide / 14 h / 50 °C

2: 95 percent / 1 N aq. NaOH / methanol; dioxane / 6 h / 50 °C

3: triethylamine / tetrahydrofuran / 0.33 h / -15 - -10 °C

4: NaBH₄ / tetrahydrofuran / -10 - 0 °C

5: 88 percent / barium manganate / toluene / 18 h / 100 °C

6: 93 percent / tetrahydrofuran; diethyl ether / 12 h / Ambient temperature

7: 77 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 10 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; barium manganate; di-isopropyl azodicarboxylate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

: 1-(4-Chloro-benzyl)-5-hydroxy-1H-indole-2-carboxylic acid methyl ester

: 189239-18-7
2-{1-[1-(4-Chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-pentyloxy}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / K₂CO₃ / dimethylformamide / 14 h / 50 °C

2: 95 percent / 1 N aq. NaOH / methanol; dioxane / 6 h / 50 °C

3: triethylamine / tetrahydrofuran / 0.33 h / -15 - -10 °C

4: NaBH₄ / tetrahydrofuran / -10 - 0 °C

5: 88 percent / barium manganate / toluene / 18 h / 100 °C

6: 93 percent / tetrahydrofuran; diethyl ether / 12 h / Ambient temperature

7: 77 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 10 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; barium manganate; di-isopropyl azodicarboxylate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00265-9